Synthesis and antifungal activity of C-21 steroids with an aromatic D ring
Six analogues of salpichrolides with a simplified side chain (6-11) were synthesized using a new methodology to obtain steroids with an aromatic D-ring. The key step was the elimination of HBr in a vicinal dibromo D-homosteroid by treatment with 1,4-diazabicyclo[2.2.2]octane (DABCO). All new compoun...
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Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v78_n7_p644_Sonego http://hdl.handle.net/20.500.12110/paper_0039128X_v78_n7_p644_Sonego |
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paper:paper_0039128X_v78_n7_p644_Sonego2023-06-08T15:03:22Z Synthesis and antifungal activity of C-21 steroids with an aromatic D ring Sonego, Juan Manuel Cirigliano, Adriana Mónica Cabrera, Gabriela Myriam Burton, Gerardo Veleiro, Adriana Silvia Antifungal activity Aromatic D-ring DABCO Salpichrolides steroid antifungal activity aromatic D ring article drug structure drug synthesis Fusarium Fusarium solani Fusarium virguliforme nonhuman Antifungal Agents Ergosterol Fusarium Molecular Structure Steroids Fusarium solani Fusarium virguliforme Six analogues of salpichrolides with a simplified side chain (6-11) were synthesized using a new methodology to obtain steroids with an aromatic D-ring. The key step was the elimination of HBr in a vicinal dibromo D-homosteroid by treatment with 1,4-diazabicyclo[2.2.2]octane (DABCO). All new compounds were completely characterized by 2D NMR techniques and tested on two fungal pathogenic species, Fusarium virguliforme and Fusarium solani. © 2013 Elsevier Ltd. All rights reserved. Fil:Sonego, J.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cirigliano, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cabrera, G.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Burton, G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Veleiro, A.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2013 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v78_n7_p644_Sonego http://hdl.handle.net/20.500.12110/paper_0039128X_v78_n7_p644_Sonego |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
Antifungal activity Aromatic D-ring DABCO Salpichrolides steroid antifungal activity aromatic D ring article drug structure drug synthesis Fusarium Fusarium solani Fusarium virguliforme nonhuman Antifungal Agents Ergosterol Fusarium Molecular Structure Steroids Fusarium solani Fusarium virguliforme |
spellingShingle |
Antifungal activity Aromatic D-ring DABCO Salpichrolides steroid antifungal activity aromatic D ring article drug structure drug synthesis Fusarium Fusarium solani Fusarium virguliforme nonhuman Antifungal Agents Ergosterol Fusarium Molecular Structure Steroids Fusarium solani Fusarium virguliforme Sonego, Juan Manuel Cirigliano, Adriana Mónica Cabrera, Gabriela Myriam Burton, Gerardo Veleiro, Adriana Silvia Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
topic_facet |
Antifungal activity Aromatic D-ring DABCO Salpichrolides steroid antifungal activity aromatic D ring article drug structure drug synthesis Fusarium Fusarium solani Fusarium virguliforme nonhuman Antifungal Agents Ergosterol Fusarium Molecular Structure Steroids Fusarium solani Fusarium virguliforme |
description |
Six analogues of salpichrolides with a simplified side chain (6-11) were synthesized using a new methodology to obtain steroids with an aromatic D-ring. The key step was the elimination of HBr in a vicinal dibromo D-homosteroid by treatment with 1,4-diazabicyclo[2.2.2]octane (DABCO). All new compounds were completely characterized by 2D NMR techniques and tested on two fungal pathogenic species, Fusarium virguliforme and Fusarium solani. © 2013 Elsevier Ltd. All rights reserved. |
author |
Sonego, Juan Manuel Cirigliano, Adriana Mónica Cabrera, Gabriela Myriam Burton, Gerardo Veleiro, Adriana Silvia |
author_facet |
Sonego, Juan Manuel Cirigliano, Adriana Mónica Cabrera, Gabriela Myriam Burton, Gerardo Veleiro, Adriana Silvia |
author_sort |
Sonego, Juan Manuel |
title |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_short |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_full |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_fullStr |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_full_unstemmed |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_sort |
synthesis and antifungal activity of c-21 steroids with an aromatic d ring |
publishDate |
2013 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v78_n7_p644_Sonego http://hdl.handle.net/20.500.12110/paper_0039128X_v78_n7_p644_Sonego |
work_keys_str_mv |
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